The past few weeks had been rocky for you. You lost your father, buried him, and vented your feelings about him to some therapist you met just a few hours ago. Through all that, you were able to find some solace in her arms, understanding… and her incredibly beautiful body. At her suggestion, you decided that maybe a day at a spa would be a great destresser. The women who run Canterlot Heavenly Spa were amazing in their craft. It would be nice to see Aloe and Lotus once again.

Since it was nice out, it was worth taking a walk out to the nearby bank to withdraw some cash. After withdrawing a sizeable stack, you started to make your way towards the spa, cutting through a nearby park. As you strode across the green fields, your eyes caught the sight of something familiar. Two women, one was purple while the other was bright light orange. Respectively, their hairstyles of a ponytail and long and flowing curly hair. They were your old friends Twilight Sparkle and Sunset Shimmer, hanging with their respective boyfriends. You recognized the former from mathematics club.

“Calculus?” Twilight gasped the moment she saw you, dashing over to you and nearly knocking you to the ground with a hug, “Oh my gosh! It’s so good to see you.”

“Likewise.” You squeaked, “As much as I appreciate a good reunion, you’re kinda crushing my lungs.” Awkwardly, she lets go, blushing in embarrassment. “It’s great to see you and Sunset too after all these years.”

“Likewise, Calc,” Sunset chimed in, shaking your hand. “Hard to believe it’s been years since high school.”

“Same here, Sunny.” Then, the two boyfriends approach you as you shook their hands. The taller one had long straight red hair while the shorter one had bright orange. “You must be their boyfriends.”

“Yes, I’m Eternal Flames,” Eternal, the red haired man introduced himself, “Sunset’s main squeeze.”

“And I’m Heat Blitz, Twilight’s boyfriend.” He introduced himself, “Twilight spoke highly of you since her time at Crystal Prep.”

“Yeah, she has quite the focus there,” Sunset remarked. She reached to shake your hand but sensed a slightly stressed feeling. “Is something bothering you?” With a sigh, you prepared your answer.

“The last couple of weeks hadn’t been good to me, Sunset,” You answered. “My father died two weeks ago and I had to bury him yesterday.”

“Oh my, I’m sorry for your loss.” Twilight replied with a hug and Heat Blitz patting you on the back.
“I’m sure your father was a great man.” Eternal Flames remarked.

“He was.”

“Where were you heading to?” Heat Blitz asked.

“Well, my therapist recommended a day at the spa downtown.”

“Hmmm, never thought you one as enjoying a spa treatment.”

“Well Sunset, I thought the same way until my boss sent me there to start a mandatory two-week vacation.”

“Heh, always the hard worker. You remind me of myself from back then.” Twilight chuckled, “Anyways, we were on our way to somewhere for an early dinner. We won’t keep up more of your time. Take care!”

“Thanks! You too!” you answered back as the walked away, “Let’s catch up some more someday, huh?!” As you got back on your path, you remarked internally about how good it was to catch up with an old friend after so long. Then again, you’ve had plenty of run-ins of that sort. She really hasn’t changed much.

After an hour of walking, you’ve reached your destination. It looked to have barely changed if at all. Still, you eagerly awaited spending a day there in the hands of some of the finest (the only) masseuses you know. Walking into a nicely cooled room, you were greeted with the sight of Aloe and Lotus Blossom manning the front counter. The second their eyes locked onto you, their faces lit up like a christmas tree.

“Calculus!” Aloe sang as you approached the counter, “It’s been a while!”

“About nine months to be exact,” Lotus added, “I have to say you look to be quite stressed out right now.”

“Yeah, it’s not been good lately for me.”

“Yes, Julia talked to us last week. Our condolences for your loss.”

“Thanks.” Looking up at them, you’ve noticed that their bodies had changed a fair bit since last time. Their breasts are certainly bigger and they have a bit more bounce ao to say. It was like they’ve developed nice MILFy figures to accentuate their already smoking hot figures yet they appear to be MILFs. “Pardon me, ladies; But it looks as if your breasts have grown.”

“We have you to thank for that.” The twins said in unison, “After that fucking you gave us, it left us wanting. Only recently did we have a bit of breast enhancement surgery.”

Thank goodness. You sighed internally, No need to pay child support, then. You dug into your hoodie pocket and pulled out your sizeable stack of cash. “I would like the best and biggest treatment you’ve got… all day.”

Just as you’ve slapped the cash on the counter, two different sets of hands slapped two more stacks of cash on the counter. What followed was two pairs of sizeable tits pressing against your arms. Though you were used to it, you were caught off guard nonetheless. Darting your head from left to right, you recognized the women from a joint school event. One of them had gray hair in a bun with a pair of chained glasses while the other had a more stylized set of indigo hair. You knew them as the respective mothers of your friends Pinkie Pie and Rarity.

“Heh, never did I expect to see you both here, Cloudy Quartz and Cookie Crumbles,” You scoffed.

“Neither did we, Mr. Crunch,” Cloudy purred as she seductively rubbed your arms, “I have to say you certainly kept your physique from school. Not too shabby.”

“Most certainly.” Cookie replied with a kiss to your cheek, “It seems age hasn’t slowed you down one bit.”

“True. So, what are you ladies doing here?”

“Well, we should ask you the same thing, hon.”

“To make a long story short, it’s been a stressful past couple of weeks and I need to unwind.”

“Well,” Cookie Crumbles said, “how about we treat you for this session if you’re doing the all-day?” You’ve always known Cookie Crumbles for her generosity. Hell, you could even say that some of it rubbed off onto Rarity. Still, part of you had this pet peeve about others paying for your stuff. Yet, you wanted to relax.

“How about this, ladies.” You smirked, pushing your stack further up the counter, “Will this be enough to have the spa all to ourselves for today?” After a moment of staring at one another, Aloe and Lotus silently nodded as the latter locked the door and switched the sign to ‘Closed’. It was official and the time had come for some fun. “I guess that sealed it.”

“Quite,” Aloe said as she stashed the bundles in a safe, walking towards one of the changing rooms, “If you would, Please follow me, Mr. Crunch.” You did just that, all the while staring at her nicely shaped ass jiggle around. As much as you wanted to do a quickie with her in the room, you have some old acquaintances to entertain first. “Now, please remove all articles of clothing.”

“You didn’t even need to tell me that.” You thought as you kicked off your shoes and threw off your shirt. Once the undergarments came off, you were once again fully nude in front of Aloe, blushing at your still sizeable member at half mast. “Yeah, I still got it.”

“Woah,” Aloe gasped, “Evidentially, you still do.” She walked over to you and planted a quick but passionate peck on your lips. She still has it and her newly MILFy body made it better. “How’s that?” Through the power of that lustful kiss, your cock became fully erect.

‘Yeah, that’ll do.” You nodded as you followed her to the mud baths.

In the eight months since you were last there, the mud bath area changed quite a bit. It was a bit bigger and with a larger central bath, built for multiple people. Now, it was filled with a relaxing mixture you were familiar with. The other doors opened and the naked forms of Cloudy and Cookie. Where oh where do you start to describe these fine examples of MILFy beauty. Cloudy Quartz, though with D-cupped breasts, has that old-fashioned charm from a traditional woman with the slender body to match. Cookie Crumbles on the other hand… chubby in most of the right places, bubbly, with E-cupped breasts to match. Oh, lord have mercy.

“I think our daughters’ mutual friend is quite excited.” Cloudy chuckled as the two walked over to you.

“Yes, I never knew he was quite… gifted.” Cookie moaned as she traced a finger around your abs. “I see that Twilight Velvet wasn’t exaggerating.” Just before she could lean in for a kiss, The twins got in between you three.

“As much as we encourage kissing and lovemaking,” Lotus said, “It’s best we save that after the mud bath.”

“Fair enough.” The three of you said as you climbed into the mixture of water, volcanic ash, and many other minerals. Immediately, the heat from the mixture relaxed you to the bone. God, you sorely needed it. Hell, it made you consider getting a membership there. Just as you were getting settled, Cloudy and Cookie laid on either side of you, slipping their arms under your neck as they scooched closer to you.

“Now it’s time for the cleansing masks.” Aloe sang as she brought out the bowl with the purifying mixture. “Close your eyes as we apply them.”

"My daughter recommends getting a facial, but I think I'd prefer a cream pie.” Cookie Crumbles joked to much laughter as her face mask was being applied. Once yours was applied, you took that as a cue to relax in the arms of some fine chicks. Two sources of heat and the soft skin of some hot MILFs, you are in for one hell of a treat.

“Well, enjoy your bath. After that, wash up and we’ll get to the massages. We’ll come back in about ten minutes.”

Once the doors shut, the only sound in the room was from the two naked MILFs laying beside you. Nothing was going to catch them as they rubbed their hands all over your body. The sensual touch, like the softest of silk, was incredibly smooth. Whoever were the husbands of these fine women, you considered them lucky. It wasn’t long before you felt Cloudy’s hand grip the base of your cock. Her hand felt smooth and warm, perfection.

“Is this good for you, young man?” Cloudy moaned as she continually stroked your erection, “I’ve been eager to try you after Ms. Velvet talked about you.”

“Same here,” Cookie purred. She rubbed your abs as she kissed your lips. “Since we have the spa to ourselves for the day, nothing will get in the way of our little fun.”

“Well now, there’s plenty of Calc to go around.” You chuckled as the women start feeling you all over. Being no stranger to taking on two cougars at once, it seemed like a welcoming thing after the last two weeks. Your cock twitched with every stroke as both Cloudy and Cookie pelted you with kisses. Just before you were about to bust your nuts, the twins came back in, still naked and blushing at the scene.

“I hope you both enjoyed the bath,” Aloe sang.

“We did,” You moaned as you climbed out with both women in tow, “As always, it’s relaxing to the bone.”

“Glad you liked it,” Lotus shot back, “Now, get cleaned up in the showers. After that, the massage can begin.”

Walking into the showers, the soothing hot water washed away the mud off your body. Soon, you saw the women’s nude forms, clean and serene. Nothing stopped you from jumping onto Cloudy Quartz and furiously making out with her.

“Oh my word,” she gasped in between smooches, “you really are a starved boy aren’t you?”

“You don’t know the half of it.” Resuming the kiss, you ground your still throbbing erection against her wet slit. In the midst of your relentless humping, Cookie Crumbles pulled you away with great strength and proceeded render you the same service. Incredible, absolutely incredible, her body was soft and cuddly, odd yet pleasing. You couldn’t resist grabbing two handfuls of her luscious ass. With each squeeze, she moaned loudly, followed up by more kissing. Good fucking god almighty, amazing.

“Okay, you three.” Lotus came in, blushing at the sight before her, “T-Time for the massage treatment.”

You followed the twins to the tables. Unfortunately, there was only two of them compared to the three of you present. But, judging by the looks on their faces, you can guess they have a plan for that.

“Cloudy, Cookie, Please lie down on the tables.” Aloe said as they did what she said. She then turns to you, “Calculus, pick whoever you want to lay on.” Closing your eyes you hummed for good five seconds before opening them. Your finger pointed at the beautiful Cookie Crumbles who blushes at your choice.

“Will there be some penetration allowed?” You asked.

“Yes, the massage he have planned is designed to both amplify arousal and intensify orgasms.”

“Oh goodie,” Cookie Crumbles sang as she gestured for you to come over, “I guess I’m in for a treat, am I.” Walking over to her, you mount the table, position yourself between her legs. Lotus then comes over and spreads a vanilla-scented oil over your body and Cookie’s. Right away, your body began to heat up with lust and want but she wasn’t finished. Shortly after, she slathered some lube upon your cock, already priming it for action. You were excited, you were horny. But most of all, you were ready.

Eagerly, you slid your throbbing erection inside her wanting slit. Almost immediately, you both moaned pleasure and eroticism pulsed through your bodies. At Lotus’s request, you laid on top of wanting MILF, giving her a quick peck for good measure.

“Okay, for this massage, you’ll be making love to her as give you instructions. Got it?”

“Got it.”

“Then… proceed.”

Once Lotus’s fingers touched your back, the party began in earnest. You started thrusting slowly to keep the moment going as long as you can. A bit loose, her cunt still felt good nonetheless, slick and warm. Her moans and sighs commanded you to carry forth as you pound away at her. Good lord almighty, she was amazing.

“Ohhhhh fuuucck,” Cookie moaned as her inner walls snuggled around your member, sliding your oily body against hers. “This is… I can’t describe it! Oh yes!”

After Lotus tapped you on the shoulder, you took it as sign to get on your knees and start massaging Cookie’s plump front. You swore massaging her luscious body belt like squishing bags of pudding. A sharp yelp here and a breathy moan there, you kept going as she seemed to melt in your hands. Hell, you could do it all day and never tire of it.

“Okay, Mr. Crunch,” Lotus sang, “Time to switch places.”

Briefly removing yourself from within her, you laid on your back on the table. Soon after, Cookie straddled your lap and impaled herself on your spear. Now all you had to do is relax and enjoy the ride. She gradually picked up her pace with her bouncing as she rubbed your hands all over your body. Bit by bit, you’ve felt your muscles relax as your mind became filled with a fog of tranquility. You could tell that you were close to cumming, but you could do little to resist the urge.

With a grunt, you felt your mind going momentarily blank as you busted your nuts inside the wonderful MILFy pussy. Spurt after spurt, each rush of your hot seed sent Cookie Crumbles closer and closer to orgasm until, with a loud wail, she came. A flood of juices coated your crotch as you both rode out the rush of your orgasms until you were both left panting for air. As your mind became clear enough, you looked over at Aloe and Cloudy Quartz as the former just got done railing her with a strapon.

“Holy shit!” you breathed, “I’ve had erotic massages before but damn!”

“And you weren’t bad yourself, young man,” Cookie breathed back.

“You know us. We always try to improve upon our technique,” Lotus chimed in as she helped you off the table. Your legs were still wobbly from the experience and you could barely keep your balance, “Now it’s time for the sauna.”

With the help of Lotus, you walked into the sauna room just as Cloudy and Cookie were getting settled. She helped you lay on their laps with your head resting on Cloudy’s nice thighs. Steam’s up, doors shut, post massage relax time is now here. Turning to your side, your face looked upon the sight of Cloudy’s nicely shaven vulva, still glistening with her juices. Perfect positioning, opportunity once again found you.

Turning your head, you began lapping at Cloudy’s succulent cunt, surprising her with your moist tongue. Soon after, Cookie grabbed hold of your cock with a mighty grip, stroking it until it became erect in short order. With every lick, Cloudy’s breaths quickened and you dove in hard, with a bit of extra attention to her clit. Still a bit sensitive from her previous release, pleasure dictated her to press your face further into her crotch. Though your breathing was a bit impaired, the musky aroma of her juices drove you beyond bonkers. Judging from what you’re hearing, Cloudy was reaching her limit… and so were you.

For the coup de grace, you began nibbling softly on her clit. The sensation proved too much for her as your face became drenched with her tangy juices, accompanied by a loud scream. As if by reflex, you blew another load all over her busty chest. Having just filled her up, it made Cookie laugh with glee as her bust became frosted in a white thickness. Taking a taste of it with her fingers, she hummed with delight as the spa twins opened the door.

“Alright, I hope you’ve enjoyed the steam bath,” Aloe sang.

“Now, it’s time for the hot tub,” Lotus finished.

Following them to the hot tub, the moment your toes touched the water, your muscles felt a penetrating heat all the way through to the marrow. You just slid right into the relaxing heat as you shut your eyes, tranquil and blissful. However, it wasn’t long until you felt something straddling your waist. Opening your eyes, you saw a very horny Cloudy Quartz just before she gave you a quick peck on your lips with her quivering womanhood above your lance.

“Now,” Cloudy purred, “it’s my turn.”

Closing her eyes, she let gravity do its duty as she impales herself on your member. The warm fleshy hardness of your cock filled her with pleasure that makes a dildo pale in comparison. Her mind went wild as it was the first cock she had in half a year. Bouncing up and down, she went at it like she was mad in the head.

“Ohhh, fuck yes, Mr. Crunch!” Cloudy moaned as she kept on riding your length with complete abandon. Soon, Cookie Crumbles got in on the action by groping her friend’s breasts from behind, rubbing her naked body against her. Lord help your aroused spear as you watched the two naked MILFs make out while the other rides you. There was no way in hell that you were going to last very long, even though your stamina is the stuff of legends.

With a grunt and a moan, you bust your third nut inside the wanting cougar. The sticky rush of your cum drove her into an orgasmic frenzy as her nethers quivered and her juices exploded all over. Already, your hazy mind went further into the fog you laid back with your senses dulled. You could still see as Cloudy got off you and the twins coming into view. All they did was nod as they picked you up and carried you upstairs.

Once you got to that familiar room, they laid you upon the memory foam bed. Though you could still move, you didn’t want to as they all gathered around you. Cloudy and Cookie kneeling above your hands, Aloe straddling your lap and Lotus’ crotch hovering above your face, you just couldn’t believe it. You took two on at once. But four, that’s a whole new ballgame and another record for you.

“Heh, Jackpot!” You laughed as the greatest of all holy fuckfests you know began. With three fingers each, you started fingering Cloudy and Cookie. Their moans, oh boy. Aloe starts riding your cock and Lotus sits on your face, forcing your mouth to start licking her cunt. All over the place you were going crazy over being fucked by four hot women at the same time. Though you you want to do it all day, you knew that you were on your last bit of steam. What better way to top it all off.

Lotus ground her wet puffy snatch against your mouth as you licked at it with the occasional nibble on her clit. Jumping up and down on your shaft, Aloe was having herself a good time. Six of your fingers all being drenched in ladyjuices, the nice women who treated you to a fantastic day were doing you a great service. The thrill, one can only hope to experience it once in their lifetime and you drew the lucky ticket.

Soon enough, with a symphony of wails, screams, grunts, and curses, your respective nether regions couldn’t withstand anymore and the orgasms exploded all at once. It was like a beautiful opera of lust with the scents of musk and sweat as the ambient air around you started to grow hotter. After riding the last bits of the rush of pleasure, Lotus dismounted your head and laid down on the bed along with the other three. Tired, sweaty, and unwilling to do anything, you all cuddled together into a big sweaty mess as you felt your eyelids grow heavy.

“My my,” Lotus moaned, “still have the magic touch, don’t you?”

“That he does, dear sister.” Aloe agreed as she gave you a kiss on the cheek, “It’s no wonder he got Julia likes him. His dick feels too damned good.”

“And you were both right,” Cloudy Quartz whispered as she rested on top of your body, “Now, it’s time for a warrior to rest.”

“Indeed,” Cookie Crumbles yawned as sleep claimed her. Soon after, you felt that same pull as your eyes shut as you felt the relaxing comfort of serenity. From one to four in just one day, sometimes you just had to chalk it up to your heritage that luck is on your side. But hey, your stress is gone and you feel better after yesterday. Way to go for sex being a great stress reliever.

Jackpot.

Author's Note

Well, it's been a long time coming but it finally came. My hiatus on this story has ended and I present you with a new chapter. Sorry if it may seem a bit rusty in some areas but I suppose that's the consequence of a month-long break.

Anywho, I hope you enjoy this and be on the lookout for the next chapter because it's going to have one hell of a surprise.